16354-93-1Relevant articles and documents
An ingenious method for the determination of the relative and absolute configurations of compounds containing aryl-glycerol fragments by1H NMR spectroscopy
Zhang, Xu,Lu, Kai-Zhou,Yan, Hai-Wei,Feng, Zi-Ming,Yang, Ya-Nan,Jiang, Jian-Shuang,Zhang, Pei-Cheng
, p. 8107 - 8116 (2021/03/03)
A concise method was established to determine the relative and absolute configurations of aryl-glycerols that depend on the chemical shift differences (Δδ) of the diastereotopic methylene protons (H-3) by1H NMR spectroscopy. When using DMSO-d6as the preferred solvent, thethreoconfiguration corresponded to a larger ΔδH3a-H3bvalue (>0.15 ppm), whereas theerythroconfiguration (a smaller value. Furthermore, the absolute configurations were determined with the aid of a simple acylation reaction through camphanoyl chloride. In thethreoenantiomers, the Δδvalue of the 1R,2Rconfiguration was 0.20 ppm. In theerythroenantiomers, the Δδvalue of 1R,2Swas >0.09 ppm, and that of 1S,2Rwas 3. In addition, this method was also verified by a quantum1H NMR calculation.
Scalable, stereoselective syntheses of α,β-difluoro-γ-amino acids
Patel, Alpesh Ramanlal,Hu, Xiang-Guo,Lawer, Aggie,Ahmed, Md. Iqbal,Au, Catherine,Jwad, Rasha,Trinh, Johny,Gonzalez, Christina,Hannah, Elizabeth,Bhadbhade, Mohan M.,Hunter, Luke
, p. 3305 - 3317 (2016/05/19)
Backbone-fluorinated gamma-amino acids are novel shape-controlled building blocks that have potential utility in a variety of biological contexts. However, their synthesis poses challenges in terms of chemo-, regio- and stereoselectivity, and this has proven to be the major bottleneck in the ongoing development of their various biological applications. To address this problem, several new synthetic strategies were investigated in this work. This has led to the identification of new methods that are superior in terms of yield and stereocontrol.
Conversion of oxiranes and CO2 to organic cyclic carbonates using a recyclable, bifunctional polystyrene-supported organocatalyst
Whiteoak, Christopher J.,Henseler, Andrea H.,Ayats, Carles,Kleij, Arjan W.,Pericas, Miquel A.
, p. 1552 - 1559 (2014/03/21)
The development of a heterogeneous one-component bifunctional catalyst system able to catalyse the conversion of carbon dioxide and oxiranes to organic cyclic carbonates at low temperature (45 °C) is reported. The bifunctional system can be easily recycled and reactivated when required. When compared with other heterogeneous organocatalysts for the same transformation, the reported catalyst is active at much milder temperatures, thus emphasising the optimal sustainability profile of the new catalyst system.
